Movies Like Not Another Happy Ending

If you liked Not Another Happy Ending (2013), a romance and comedy movie directed by John McKay, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Deconstructing Harry (1997)
★ 7.2/10Also comedy and drama
Writer Harry Block draws inspiration from people he knows, and from events that happened to him, sometimes causing these people to become alienated from him as a result.
2
She Came to Me (2023)
★ 6.1/10Also romance and comedy
Composer Steven Lauddem is plagued by a creative block which leaves him unable to finish the score for his big comeback opera. When his former therapist-turned-wife Patricia suggests he rekindle his creativity by…
3
Lonely Planet (2024)
★ 6.1/10Also romance and drama
At an idyllic writers retreat in Morocco, a newly single novelist finds an unexpected connection with a younger man who's reevaluating his life choices.
4
How to Please a Woman (2022)
★ 6.3/10Also romance and comedy
When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
5
A Nice Girl Like You (2020)
★ 5.8/10Also comedy and romance
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…
6
Skin Deep (1989)
★ 6.2/10Also romance and comedy
Hard-drinking novelist Zach Hutton spirals out of control after his wife and mistress both leave him. Alone and crippled by a bad case of writer's block, Zach slips in and out of casual relationships and one-night…
7
Numb (2007)
★ 5.9/10Also comedy and drama
Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel…
8
Cyrus (2010)
★ 5.9/10Also comedy and drama
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…
9
Love Me Love Me (2026)
★ 6.1/10Also romance and drama
After her brother's death, June moves to Milan for a fresh start, finding comfort in Will, the perfect honor student at her new international school. But when his troubled best friend James—hiding a dangerous life in…
10
Enemies, a Love Story (1989)
★ 6.2/10Also comedy and drama
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
11
Love & Sex (2000)
★ 6.2/10Also comedy and drama
When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back…
12
Breaking & Exiting (2018)
★ 6/10Also comedy and drama
Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self…
13
Chéri (2009)
★ 6.1/10Also drama and comedy
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
14
Sitting in Bars with Cake (2023)
★ 7/10Also romance and comedy
Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces…
15
Mother (1996)
★ 6.8/10Also comedy and drama
A neurotic, twice-divorced sci-fi writer moves back in with his mother to solve his personal problems.
16
Breaking News in Yuba County (2021)
★ 5.9/10Also comedy and drama
An overlooked pencil-pusher catches her husband in bed with another woman, the shock of which causes him to die of a heart attack. So she buries his body and takes advantage of the growing celebrity status that comes…
17
XX/XY (2002)
★ 6/10Also drama and comedy
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
18
The Big Picture (1989)
★ 5.9/10Also comedy and romance
Hollywood beckons for recent film school grad Nick Chapman, who is out to capitalize on the momentum from his national award-winning student film. Studio executive Allen Habel seduces Nick with a dream deal to make his…
19
Players (2024)
★ 6.1/10Also romance and comedy
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…
20
Newness (2017)
★ 6.1/10Also romance and drama
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.